Men's Casual Winter Pants

112 items
Straight Rotation Chino Pants - Doe A Deer
Straight Rotation Chino Pants - Doe A Deer

CA$ 49.99CA$ 24.99

50% Off

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Straight Rotation Chino Pants - Olive
Straight Rotation Chino Pants - Olive

CA$ 49.99CA$ 24.99

50% Off

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Straight Rotation Chino Pants - Earthen
Straight Rotation Chino Pants - Earthen

CA$ 49.99CA$ 24.99

50% Off

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Straight Rotation Chino Pants - In The Navy
Straight Rotation Chino Pants - In The Navy

CA$ 49.99CA$ 24.99

50% Off

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Straight Rotation Chino Pants - Black Jack
Straight Rotation Chino Pants - Black Jack

CA$ 49.99CA$ 24.99

50% Off

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Straight Rotation Chino Pants - Panthers 1
Straight Rotation Chino Pants - Panthers 1

CA$ 49.99CA$ 24.99

50% Off

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Straight Rotation Chino Pants - A Stone'S Throw
Straight Rotation Chino Pants - A Stone'S Throw

CA$ 49.99CA$ 24.99

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Straight Rotation Chino Pants - Cinder Smoke
Straight Rotation Chino Pants - Cinder Smoke

CA$ 49.99CA$ 24.99

50% Off

Clearance: Final sale. No returns or exchanges.
Straight Tech Ultimate 4.0 Chino Pants - Black
Straight Tech Ultimate 4.0 Chino Pants - Black

CA$ 59.99CA$ 29.99

50% Off

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Straight Tech Ultimate 4.0 Chino Pants - A Stone'S Throw
Straight Tech Ultimate 4.0 Chino Pants - A Stone'S Throw

CA$ 59.99CA$ 29.99

50% Off

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Straight Tech Ultimate 4.0 Chino Pants - Panther
Straight Tech Ultimate 4.0 Chino Pants - Panther

CA$ 59.99CA$ 29.99

50% Off

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Straight Tech Ultimate 4.0 Chino Pants - Doe A Deer
Straight Tech Ultimate 4.0 Chino Pants - Doe A Deer

CA$ 59.99CA$ 29.99

50% Off

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Straight Tech Ultimate 4.0 Chino Pants - Classic Navy
Straight Tech Ultimate 4.0 Chino Pants - Classic Navy

CA$ 59.99CA$ 29.99

50% Off

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Flannel Pajama Pants for Men - Navy Stripe
Flannel Pajama Pants for Men - Navy Stripe

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Black Buffalo Plaid
Flannel Pajama Pants for Men - Black Buffalo Plaid

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - White Tartan
Flannel Pajama Pants for Men - White Tartan

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Red Buffalo Check
Flannel Pajama Pants for Men - Red Buffalo Check

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Blue Shadow Plaid
Flannel Pajama Pants for Men - Blue Shadow Plaid

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Blue Plaid
Flannel Pajama Pants for Men - Blue Plaid

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Navy/Yellow Plaid
Flannel Pajama Pants for Men - Navy/Yellow Plaid

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Gray Plaid
Flannel Pajama Pants for Men - Gray Plaid

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Green Stripe
Flannel Pajama Pants for Men - Green Stripe

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Olive Plaid
Flannel Pajama Pants for Men - Olive Plaid

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Brown Stripe
Flannel Pajama Pants for Men - Brown Stripe

CA$ 34.99CA$ 20.99

40% Off

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Straight Five-Pocket Pants - Dark Gray
Straight Five-Pocket Pants - Dark Gray

CA$ 49.99CA$ 29.99

40% Off

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Straight Five-Pocket Pants - Light Khaki
Straight Five-Pocket Pants - Light Khaki

CA$ 49.99CA$ 29.99

40% Off

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Straight Five-Pocket Pants - Olive
Straight Five-Pocket Pants - Olive

CA$ 49.99CA$ 22.99

54% Off

Clearance: Price as marked.
Flannel Pajama Pants for Men - Christmas Tree (Match The Fam!)
Flannel Pajama Pants for Men - Christmas Tree (Match The Fam!)

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Ornaments (Match The Fam!)
Flannel Pajama Pants for Men - Ornaments (Match The Fam!)

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Santa And Reindeer (Match The Fam!)
Flannel Pajama Pants for Men - Santa And Reindeer (Match The Fam!)

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Jolly Santa (Match The Fam!)
Flannel Pajama Pants for Men - Jolly Santa (Match The Fam!)

CA$ 34.99CA$ 20.99

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Flannel Pajama Pants for Men - Purple Mugs (Match The Fam!)
Flannel Pajama Pants for Men - Purple Mugs (Match The Fam!)

CA$ 34.99CA$ 20.99

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Flannel Pajama Pants for Men - Hanukkah (Match The Fam!)
Flannel Pajama Pants for Men - Hanukkah (Match The Fam!)

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Penguins (Match The Fam!)
Flannel Pajama Pants for Men - Penguins (Match The Fam!)

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Dog Party (Match The Fam!)
Flannel Pajama Pants for Men - Dog Party (Match The Fam!)

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Festive Fairisle (Match The Fam!)
Flannel Pajama Pants for Men - Festive Fairisle (Match The Fam!)

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Holiday Stripes (Match The Fam!)
Flannel Pajama Pants for Men - Holiday Stripes (Match The Fam!)

CA$ 34.99CA$ 20.99

40% Off

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Logo Tapered Jogger Sweatpants - Field Of Greens
Logo Tapered Jogger Sweatpants - Field Of Greens

CA$ 44.99CA$ 26.99

40% Off

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Logo Tapered Jogger Sweatpants - Red Red Wine
Logo Tapered Jogger Sweatpants - Red Red Wine

CA$ 44.99CA$ 26.99

40% Off

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Logo Tapered Jogger Sweatpants - Light Gray Heather
Logo Tapered Jogger Sweatpants - Light Gray Heather

CA$ 44.99CA$ 26.99

40% Off

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Logo Tapered Jogger Sweatpants - Emerald Pigment
Logo Tapered Jogger Sweatpants - Emerald Pigment

CA$ 44.99CA$ 18.97

58% Off

Clearance: Final sale. No returns or exchanges.
Logo Tapered Jogger Sweatpants - Black Jack
Logo Tapered Jogger Sweatpants - Black Jack

CA$ 44.99CA$ 26.99

40% Off

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Logo Tapered Jogger Sweatpants - Dark Heather Gray
Logo Tapered Jogger Sweatpants - Dark Heather Gray

CA$ 44.99CA$ 26.99

40% Off

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Logo Tapered Jogger Sweatpants - A Stone'S Throw
Logo Tapered Jogger Sweatpants - A Stone'S Throw

CA$ 44.99CA$ 26.99

40% Off

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Logo Tapered Jogger Sweatpants - In The Navy
Logo Tapered Jogger Sweatpants - In The Navy

CA$ 44.99CA$ 26.99

40% Off

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Dynamic Fleece 4.0 Joggers - Windchime
Dynamic Fleece 4.0 Joggers - Windchime

CA$ 49.99CA$ 29.99

40% Off

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Dynamic Fleece 4.0 Joggers - Jet Stream
Dynamic Fleece 4.0 Joggers - Jet Stream

CA$ 49.99CA$ 22.97

54% Off

Clearance: Final sale. No returns or exchanges.
Dynamic Fleece 4.0 Joggers - Lakeshore
Dynamic Fleece 4.0 Joggers - Lakeshore

CA$ 49.99CA$ 29.99

40% Off

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Dynamic Fleece 4.0 Joggers - Oxblood
Dynamic Fleece 4.0 Joggers - Oxblood

CA$ 49.99CA$ 29.99

40% Off

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Dynamic Fleece 4.0 Joggers - Black Jack
Dynamic Fleece 4.0 Joggers - Black Jack

CA$ 49.99CA$ 29.99

40% Off

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Heavyweight Baggy Jogger Sweatpants - Dusk Navy
Heavyweight Baggy Jogger Sweatpants - Dusk Navy

CA$ 54.99CA$ 25

55% Off

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Heavyweight Baggy Jogger Sweatpants - Gravel
Heavyweight Baggy Jogger Sweatpants - Gravel

CA$ 54.99CA$ 25

55% Off

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Heavyweight Baggy Jogger Sweatpants - Heritage Green
Heavyweight Baggy Jogger Sweatpants - Heritage Green

CA$ 54.99CA$ 25

55% Off

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Heavyweight Baggy Jogger Sweatpants - Black Jack
Heavyweight Baggy Jogger Sweatpants - Black Jack

CA$ 54.99CA$ 25

55% Off

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Baggy Corduroy Pants - Arctic Depth
Baggy Corduroy Pants - Arctic Depth

CA$ 59.99CA$ 29.99

50% Off

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Baggy Corduroy Pants - Ash Gordon
Baggy Corduroy Pants - Ash Gordon

CA$ 59.99CA$ 29.99

50% Off

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Baggy Corduroy Pants - Earthen
Baggy Corduroy Pants - Earthen

CA$ 59.99CA$ 29.99

50% Off

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Flannel Pajama Joggers for Men - Navy Plaid (Match The Fam!)
Flannel Pajama Joggers for Men - Navy Plaid (Match The Fam!)

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Joggers for Men - Neutral Plaid (Match The Fam!)
Flannel Pajama Joggers for Men - Neutral Plaid (Match The Fam!)

CA$ 34.99CA$ 20.99

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Flannel Pajama Joggers for Men - Red Plaid (Match The Fam!)
Flannel Pajama Joggers for Men - Red Plaid (Match The Fam!)

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Red Plaid (Match The Fam!)
Flannel Pajama Pants for Men - Red Plaid (Match The Fam!)

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Neutral Plaid (Match The Fam!)
Flannel Pajama Pants for Men - Neutral Plaid (Match The Fam!)

CA$ 34.99CA$ 20.99

40% Off

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Flannel Pajama Pants for Men - Navy Plaid (Match The Fam!)
Flannel Pajama Pants for Men - Navy Plaid (Match The Fam!)

CA$ 34.99CA$ 20.99

40% Off

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90's Straight Everyday Flex-Waist Pants - Doe A Deer
90's Straight Everyday Flex-Waist Pants - Doe A Deer

CA$ 49.99CA$ 29.99

40% Off

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90's Straight Everyday Flex-Waist Pants - British Khaki
90's Straight Everyday Flex-Waist Pants - British Khaki

CA$ 49.99CA$ 18.97

62% Off

Clearance: Final sale. No returns or exchanges.
90's Straight Everyday Flex-Waist Pants - In The Navy
90's Straight Everyday Flex-Waist Pants - In The Navy

CA$ 49.99CA$ 29.99

40% Off

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90's Straight Everyday Flex-Waist Pants - Panther
90's Straight Everyday Flex-Waist Pants - Panther

CA$ 49.99CA$ 29.99

40% Off

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90's Straight Everyday Flex-Waist Pants - Stone Wall
90's Straight Everyday Flex-Waist Pants - Stone Wall

CA$ 49.99CA$ 29.99

40% Off

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Old Navy x Disney Printed Flannel Pajama Pants for Men - Disney Parade (Match The Fam!)
Old Navy x Disney Printed Flannel Pajama Pants for Men - Disney Parade (Match The Fam!)

CA$ 39.99CA$ 23.99

40% Off

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Old Navy x Disney Printed Flannel Pajama Pants for Men - Mickey & Minnie Plaid (Match The Fam!)
Old Navy x Disney Printed Flannel Pajama Pants for Men - Mickey & Minnie Plaid (Match The Fam!)

CA$ 39.99CA$ 23.99

40% Off

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Old Navy x Disney Printed Flannel Pajama Pants for Men - Mickey & Minnie Holiday (Match The Fam!)
Old Navy x Disney Printed Flannel Pajama Pants for Men - Mickey & Minnie Holiday (Match The Fam!)

CA$ 39.99CA$ 23.99

40% Off

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Old Navy x Disney Printed Flannel Pajama Pants for Men - Disney Cookies Party (Match The Fam!)
Old Navy x Disney Printed Flannel Pajama Pants for Men - Disney Cookies Party (Match The Fam!)

CA$ 39.99CA$ 23.99

40% Off

Hot Deal + Extra 25% Off $100+ at Checkout!
Tapered Jogger Sweatpants - Panther
Tapered Jogger Sweatpants - Panther

CA$ 44.99CA$ 26.99

40% Off

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Tapered Jogger Sweatpants - Black Jack
Tapered Jogger Sweatpants - Black Jack

CA$ 44.99CA$ 26.99

40% Off

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Tapered Jogger Sweatpants - A Stone'S Throw
Tapered Jogger Sweatpants - A Stone'S Throw

CA$ 44.99CA$ 42.97

4% Off

Clearance: Final sale. No returns or exchanges.
Tapered Jogger Sweatpants - Moire Navy
Tapered Jogger Sweatpants - Moire Navy

CA$ 44.99CA$ 26.99

40% Off

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Dynamic Fleece 4.0 Tapered Pants - Black Jack
Dynamic Fleece 4.0 Tapered Pants - Black Jack

CA$ 49.99CA$ 29.99

40% Off

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Dynamic Fleece 4.0 Tapered Pants - Brown Tupelo
Dynamic Fleece 4.0 Tapered Pants - Brown Tupelo

CA$ 49.99CA$ 29.99

40% Off

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Dynamic Fleece 4.0 Tapered Pants - Classic Navy
Dynamic Fleece 4.0 Tapered Pants - Classic Navy

CA$ 49.99CA$ 13.97

72% Off

Clearance: Final sale. No returns or exchanges.
Plaid Flannel Pajama Joggers - Red Buffalo Plaid
Plaid Flannel Pajama Joggers - Red Buffalo Plaid

CA$ 34.99CA$ 20.99

40% Off

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Plaid Flannel Pajama Joggers - Navy/Yellow Plaid
Plaid Flannel Pajama Joggers - Navy/Yellow Plaid

CA$ 34.99CA$ 20.99

40% Off

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Rotation Tapered Jogger Sweatpants - Brown Heather
Rotation Tapered Jogger Sweatpants - Brown Heather

CA$ 44.99CA$ 26.99

40% Off

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Rotation Tapered Jogger Sweatpants - Dark Heather Gray
Rotation Tapered Jogger Sweatpants - Dark Heather Gray

CA$ 44.99CA$ 26.99

40% Off

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Dynamic Fleece 4.0 Tapered Pants - Panther
Dynamic Fleece 4.0 Tapered Pants - Panther

CA$ 49.99CA$ 29.99

40% Off

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Dynamic Fleece 4.0 Tapered Pants - Wintry Waters
Dynamic Fleece 4.0 Tapered Pants - Wintry Waters

CA$ 49.99CA$ 29.99

40% Off

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Dynamic Fleece 4.0 Tapered Pants - Classic Navy
Dynamic Fleece 4.0 Tapered Pants - Classic Navy

CA$ 49.99CA$ 29.99

40% Off

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Dynamic Fleece 4.0 Tapered Pants - Light Heather Gray
Dynamic Fleece 4.0 Tapered Pants - Light Heather Gray

CA$ 49.99CA$ 29.99

40% Off

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Dynamic Fleece 4.0 Joggers - Gray
Dynamic Fleece 4.0 Joggers - Gray

CA$ 49.99CA$ 29.99

40% Off

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Dynamic Fleece 4.0 Joggers - Classic Navy
Dynamic Fleece 4.0 Joggers - Classic Navy

CA$ 49.99CA$ 29.99

40% Off

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Dynamic Fleece 4.0 Joggers - Dark Heather Gray
Dynamic Fleece 4.0 Joggers - Dark Heather Gray

CA$ 49.99CA$ 29.99

40% Off

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Dynamic Fleece 4.0 Joggers - Blue
Dynamic Fleece 4.0 Joggers - Blue

CA$ 49.99CA$ 29.99

40% Off

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Dynamic Fleece 4.0 Joggers - Light Heather Gray
Dynamic Fleece 4.0 Joggers - Light Heather Gray

CA$ 49.99CA$ 29.99

40% Off

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Recharge Fleece Tapered Sweatpants - Wintry Waters
Recharge Fleece Tapered Sweatpants - Wintry Waters

CA$ 54.99CA$ 32.99

40% Off

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Recharge Fleece Tapered Sweatpants - Light Heather Gray
Recharge Fleece Tapered Sweatpants - Light Heather Gray

CA$ 54.99CA$ 32.99

40% Off

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Rotation Baggy Jogger Sweatpants - Panther
Rotation Baggy Jogger Sweatpants - Panther

CA$ 44.99CA$ 26.99

40% Off

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Rotation Baggy Jogger Sweatpants - Heather Gray
Rotation Baggy Jogger Sweatpants - Heather Gray

CA$ 44.99CA$ 26.99

40% Off

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Rotation Baggy Jogger Sweatpants - Antique White Heather
Rotation Baggy Jogger Sweatpants - Antique White Heather

CA$ 44.99CA$ 21.99

51% Off

Clearance: Price as marked.
Rotation Baggy Jogger Sweatpants - Black
Rotation Baggy Jogger Sweatpants - Black

CA$ 44.99CA$ 26.99

40% Off

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Baggy Rotation Sweatpants - Black Jack
Baggy Rotation Sweatpants - Black Jack

CA$ 44.99CA$ 26.99

40% Off

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Baggy Rotation Sweatpants - Moire Navy
Baggy Rotation Sweatpants - Moire Navy

CA$ 44.99CA$ 26.99

40% Off

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Baggy Rotation Sweatpants - Panther
Baggy Rotation Sweatpants - Panther

CA$ 44.99CA$ 26.99

40% Off

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Baggy Rotation Sweatpants - Light Gray Heather
Baggy Rotation Sweatpants - Light Gray Heather

CA$ 44.99CA$ 26.99

40% Off

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Built-In Flex Modern Jogger Pants - A Stone'S Throw
Built-In Flex Modern Jogger Pants - A Stone'S Throw

CA$ 49.99CA$ 15.99

68% Off

Clearance: Price as marked.
Built-In Flex Modern Jogger Pants - Doe A Deer
Built-In Flex Modern Jogger Pants - Doe A Deer

CA$ 49.99CA$ 15.99

68% Off

Clearance: Price as marked.
Bounce Fleece Baggy Sweatpants - Oatmeal Heather
Bounce Fleece Baggy Sweatpants - Oatmeal Heather

CA$ 54.99CA$ 32.99

40% Off

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Bounce Fleece Baggy Sweatpants - Charcoal Heather
Bounce Fleece Baggy Sweatpants - Charcoal Heather

CA$ 54.99CA$ 32.99

40% Off

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Rotation Jogger Sweatpants - Oatmeal Heather
Rotation Jogger Sweatpants - Oatmeal Heather

CA$ 44.99CA$ 26.99

40% Off

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Old Navy x Star Wars Printed Flannel Pajama Pants for Men - Star Wars Scene (Match The Fam!)
Old Navy x Star Wars Printed Flannel Pajama Pants for Men - Star Wars Scene (Match The Fam!)

CA$ 39.99CA$ 23.99

40% Off

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Disney© The Nightmare Before Christmas© Flannel Pajama Pants for Men - Jack O' Black (Match The Fam!)
Disney© The Nightmare Before Christmas© Flannel Pajama Pants for Men - Jack O' Black (Match The Fam!)

CA$ 39.99CA$ 23.99

40% Off

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Flannel Pajama Pants for Men - Red Snowflake (Match The Fam)
Flannel Pajama Pants for Men - Red Snowflake (Match The Fam)

CA$ 34.99CA$ 16.97

52% Off

Clearance: Price as marked.

112 of 112 items

MEN'S CASUAL WINTER PANTS

Stay warm and stylish this season with our collection of men's casual winter pants. Designed for comfort and versatility, these pants are perfect for layering or wearing on their own. Crafted from high-quality materials, they provide insulation against the cold while ensuring breathability for all-day wear. Whether you're heading out for a casual outing or lounging at home, our winter pants offer the perfect blend of functionality and style.

Featuring a variety of fits and styles, our men's casual winter pants cater to every taste. From relaxed fits to tapered designs, you'll find options that suit your lifestyle. With practical details like pockets and adjustable waistbands, these pants are as functional as they are fashionable. Explore our selection today and discover the ideal pair to keep you cozy and looking sharp throughout the winter months.